LECOZOTAN HYDROCHLORIDE

Investigational

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C28H29N5O3.ClH
Molecular Weight	520.023
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.C[C@H](CN(C(=O)C1=CC=C(C=C1)C#N)C2=NC=CC=C2)N3CCN(CC3)C4=C5OCCOC5=CC=C4

InChI

InChIKey=GXYZREDEYDFJPT-ZMBIFBSDSA-N

InChI=1S/C28H29N5O3.ClH/c1-21(31-13-15-32(16-14-31)24-5-4-6-25-27(24)36-18-17-35-25)20-33(26-7-2-3-12-30-26)28(34)23-10-8-22(19-29)9-11-23;/h2-12,21H,13-18,20H2,1H3;1H/t21-;/m1./s1

HIDE SMILES / InChI

Molecular Formula	C28H29N5O3
Molecular Weight	483.5616
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15887953 | https://www.ncbi.nlm.nih.gov/pubmed/19523013

LECOZOTAN, a benzodioxanylpiperazine derivative, is a selective serotonin 1A receptor antagonist. It was in development for the symptomatic treatment of cognitive deficits in Alzheimer's disease.

Originator

Approval Year

PubMed

Title	Date	PubMed
Drug development for Alzheimer's disease: recent progress.	2010-12	22110351
Acute lecozotan administration increases learning and memory in rats without affecting anxiety or behavioral depression.	2010-05	20170670
Bilobalide modulates serotonin-controlled behaviors in the nematode Caenorhabditis elegans.	2009-06-22	19545409
Safety, tolerability, pharmacokinetics and pharmacodynamics of ascending single and multiple doses of lecozotan in healthy young and elderly subjects.	2009-03	19523013
A positron emission tomography study to assess binding of lecozotan, a novel 5-hydroxytryptamine-1A silent antagonist, to brain 5-HT1A receptors in healthy young and elderly subjects, and in patients with Alzheimer's disease.	2008-01	17507923
Progress update: Pharmacological treatment of Alzheimer's disease.	2007	19300586
Lecozotan (SRA-333): a selective serotonin 1A receptor antagonist that enhances the stimulated release of glutamate and acetylcholine in the hippocampus and possesses cognitive-enhancing properties.	2005-09	15951399
Synthesis and biological evaluation of benzodioxanylpiperazine derivatives as potent serotonin 5-HT(1A) antagonists: the discovery of Lecozotan.	2005-05-19	15887953

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:02:19 GMT 2025` Edited by `admin` on `Mon Mar 31 18:02:19 GMT 2025`
Record UNII	23EDE20K1X
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

SRA-333

Preferred Name

English

LECOZOTAN HYDROCHLORIDE

Official Name

English

LECOZOTAN HCL

Common Name

English

4-Cyano-N-[(2R)-2-[4-(2,3-dihydro-1,4-benzodioxin-5-yl)piperazin-1-yl]propyl]-N-(pyridin-2-yl)benzamide monohydrochloride

Systematic Name

English

BENZAMIDE, 4-CYANO-N-((2R)-2-(4-(2,3-DIHYDRO-1,4-BENZODIOXIN-5-YL)-1-PIPERAZINYL)PROPYL)-N-2-PYRIDINYL-, MONOHYDROCHLORIDE

Common Name

English

LECOZOTAN HYDROCHLORIDE [USAN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C66885